Acyl migration from N to C in aziridine-2-carboxylic esters

被引:5
|
作者
Strumfs, Boriss [1 ]
Hermane, Jekaterina [1 ]
Belyakov, Sergey [1 ]
Trapencieris, Peteris [1 ]
机构
[1] Latvian Inst Organ Synth, LV-1006 Riga, Latvia
关键词
Acyl group migration; Aziridines; Aziridine-2,2-dicarboxylates; Lithium reagents; Deprotonation; DIISOPROPYLAMIDE-MEDIATED ENOLIZATIONS; TERMINAL AZIRIDINES; ENANTIOSELECTIVE SYNTHESIS; CHIRAL AZIRIDINES; ALKYLATION; ANIONS; LITHIATION; EPOXIDES; NITROGEN; CARBON;
D O I
10.1016/j.tet.2013.11.052
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Acyl group migration from N to C in aziridine-2-carboxylates takes place in deprotonation reactions and, as a result, aziridine-2,2-dicarboxylates are formed. Mechanistic studies proved that the observed migration is an intramolecular reaction. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:355 / 362
页数:8
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